Castellina in Chianti house rentals
We found 1,200 house rentals — enter your dates for availability
Explore Castellina in Chianti house rentals

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms

Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms

Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Sleeps 10 · 4 bedrooms · 5 bathrooms

Beautiful house on Chianti hilltop with exceptional views.
Sleeps 8 · 4 bedrooms · 4+ bathrooms

Private villa in the heart of chianti with view of siena
Sleeps 16 · 8 bedrooms · 6 bathrooms

Villa with large garden in the Chianti hills
Sleeps 5 · 3 bedrooms · 2 bathrooms
Top rated house rentals - Castellina in Chianti

Relaxing and scenic authentic Chianti experience
This is one of those conflicted reviews. I’d like to keep Le Bagnaie secret so we can book in future but I can’t resist posting about the experience. I can’t fault anything about the stay. The check in instructions were easy, property is well appointed and spotless, spectacular views, great pool and beautiful district. We drove around the surrounding towns and wineries. The meal from Serena was a real highlight. We didn’t want to leave
Damian H.
Stayed Sept 2024

A slice of Tuscan heaven
My family, including my parents and children, spent the most wonderful week at this beautiful property! The house and private outdoor terrace is huge, with lots of different spaces to spend eating and drinking and relaxing. The pool was incredible - the kids loved the diving board and making friends with other children who were also staying in the hamlet.
It was the perfect house for us to spend a week relaxing in Tuscany!
Amanda O.
Stayed Aug 2019
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- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any holiday home homes in Castellina in Chianti?
Book one of our 32 holiday home homes in Castellina in Chianti and you'll have a perfect base for your next adventure. San Leonino, Villa and Badesse are among this city's most popular areas.
How much does it cost to stay in a holiday home house in Castellina in Chianti?
Your perfect holiday home home in Castellina in Chianti is only a few clicks away, with prices varying from wallet-conscious stays to more upscale properties. Enter your travel details to compare, making sure you book the right place for you and your favourite people.
When is the best time to rent a holiday house in Castellina in Chianti?
The best time is whenever you can get away from your daily routine and enjoy the weather you prefer. For many people looking for a holiday home home in Castellina in Chianti, Chianti Region, that's May. Average temperatures during this month range from 9ºC (9ºC) to 21ºC (21ºC).
Where can I rent a Castellina in Chianti holiday house with great views?
Houses with views of medieval areas are just one of the types of holiday home homes you can book in Castellina in Chianti. If you're searching for stays that have vistas worth writing home about, you'll discover them on Stayz.
Does Castellina in Chianti have any weekend house homes?
You'll discover a range of terrific houses that are available for weekend home. Simply enter your dates of travel and get set for a fun-packed few days away. If you can't see the ideal holiday home home in Castellina in Chianti right away, just alter your dates and search again.
Are there any pet-friendly house homes in Castellina in Chianti?
With 32 pet-friendly holiday home homes in Castellina in Chianti, you can enjoy your next big adventure with your furry friend by your side. Along with comfy beds for everyone, lots of houses also include features like fenced-in yards and complimentary dog treats. See what's available by selecting the "Pets allowed" filter.
What are the top things to do in Castellina in Chianti?
It's no surprise why families love Castellina in Chianti, with top attractions like Siena Cathedral, Torre del Mangia and Piazza del Campo to explore. Discover this destination's best sights together and then return to the cosy comforts of your holiday home home.
